STRUCTURAL ELUCIDATION AND CONFORMATIONAL-ANALYSIS OF NEW LIGNAN BUTENOLIDES FROM THE LEAVES OF BUPLEURUM-SALICIFOLIUM

Citation
A. Estevezbraun et al., STRUCTURAL ELUCIDATION AND CONFORMATIONAL-ANALYSIS OF NEW LIGNAN BUTENOLIDES FROM THE LEAVES OF BUPLEURUM-SALICIFOLIUM, Tetrahedron, 50(17), 1994, pp. 5203-5210
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
50
Issue
17
Year of publication
1994
Pages
5203 - 5210
Database
ISI
SICI code
0040-4020(1994)50:17<5203:SEACON>2.0.ZU;2-M
Abstract
From the leaves of Bupleurum salicifolium two new benzylidene-benzyl-g amma-butyrolactone-type lignans salicifoline (2) and isosalicifoline ( 3) were isolated. The dibenzyl-butyrolactone (-)-epinortrachelogenin ( 1) was also isolated and it is the first time than this lignan has bee n obtained from a natural source. Their structures were determined by means of H-1 and C-13 NMR spectroscopic studies, including H-1-C-13 he teronuclear correlation (HETCOR), long range correlation spectra with inverse detection (HMBC), and chemical evidence. A study of the confor mational analysis of these lignans using Molecular Mechanics Calculati ons is also included.